AU1374399A - Schiff base derivatives of ruthenium and osmium olefin metathesis catalysts - Google Patents

Schiff base derivatives of ruthenium and osmium olefin metathesis catalysts

Info

Publication number
AU1374399A
AU1374399A AU13743/99A AU1374399A AU1374399A AU 1374399 A AU1374399 A AU 1374399A AU 13743/99 A AU13743/99 A AU 13743/99A AU 1374399 A AU1374399 A AU 1374399A AU 1374399 A AU1374399 A AU 1374399A
Authority
AU
Australia
Prior art keywords
catalysts
ruthenium
schiff base
base derivatives
metathesis
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
AU13743/99A
Inventor
Sukbok Chang
Robert H. Grubbs
Leroy Ii Jones
Chunming Wang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
California Institute of Technology CalTech
Original Assignee
California Institute of Technology CalTech
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by California Institute of Technology CalTech filed Critical California Institute of Technology CalTech
Publication of AU1374399A publication Critical patent/AU1374399A/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046Ruthenium compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/002Osmium compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)

Abstract

The present invention generally relates to ruthenium and osmium carbene catalysts for use in olefin metathesis reactions. More particularly, the present invention relates to Schiff base derivatives of ruthenium and osmium carbene catalysts and methods for making the same. The inventive catalysts are generally prepared by the treatment of unmodified catalysts with the salts of the desired Schiff base ligands, in which an anionic and a neutral electron donating ligands of the unmodified catalysts are simultaneously replaced. The Schiff base derivatives of the ruthenium and osmium carbene catalysts show unexpectedly improved thermal stability while maintaining high metathesis activity, even in polar protic solvents. Although the inventive catalysts may be used in all metathesis reactions, use of these catalysts for ring-closing metathesis ("RCM") reactions is particularly preferred.
AU13743/99A 1997-11-21 1998-11-19 Schiff base derivatives of ruthenium and osmium olefin metathesis catalysts Abandoned AU1374399A (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US6672197P 1997-11-21 1997-11-21
US60066721 1997-11-21
US09192175 1998-11-12
US09/192,175 US5977393A (en) 1997-11-21 1998-11-12 Schiff base derivatives of ruthenium and osmium olefin metathesis catalysts
PCT/US1998/023259 WO1999026949A1 (en) 1997-11-21 1998-11-19 Schiff base derivatives of ruthenium and osmium olefin metathesis catalysts

Publications (1)

Publication Number Publication Date
AU1374399A true AU1374399A (en) 1999-06-15

Family

ID=26747086

Family Applications (1)

Application Number Title Priority Date Filing Date
AU13743/99A Abandoned AU1374399A (en) 1997-11-21 1998-11-19 Schiff base derivatives of ruthenium and osmium olefin metathesis catalysts

Country Status (8)

Country Link
US (1) US5977393A (en)
EP (1) EP1042333B1 (en)
JP (1) JP4409087B2 (en)
AT (1) ATE268334T1 (en)
AU (1) AU1374399A (en)
DE (1) DE69824314T2 (en)
ES (1) ES2222616T3 (en)
WO (1) WO1999026949A1 (en)

Families Citing this family (63)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6156692A (en) * 1996-04-30 2000-12-05 Bp Amoco Corporation Ruthenium-containing catalyst composition for olefin metathesis
US6159890A (en) * 1996-04-30 2000-12-12 Bp Amoco Corporation Ruthenium-containing catalyst system for olefin metathesis
EP0844263B1 (en) * 1996-11-15 2003-01-15 Ciba SC Holding AG Catalytic mixture for ring-opening metathesis polymerization
EP0971941B1 (en) * 1997-03-06 2003-09-17 Ciba SC Holding AG New catalysts
US6410664B1 (en) 1997-03-24 2002-06-25 Cryovac, Inc. Catalyst compositions and processes for olefin polymers and copolymers
US6294495B1 (en) * 1998-05-01 2001-09-25 Exxonmobil Chemicals Patent Inc. Tridentate ligand-containing metal catalyst complexes for olefin polymerization
US6900347B2 (en) 1998-09-01 2005-05-31 Tilliechem, Inc. Impurity inhibition in olefin metathesis reactions
US7507854B2 (en) * 1998-09-01 2009-03-24 Materia, Inc. Impurity reduction in Olefin metathesis reactions
US6696597B2 (en) 1998-09-01 2004-02-24 Tilliechem, Inc. Metathesis syntheses of pheromones or their components
EP1115491B1 (en) 1998-09-10 2009-08-05 University Of New Orleans Foundation Catalyst complex with phenylindenylidene ligand
EP1161460B1 (en) * 1999-02-05 2005-08-31 Advanced Polymer Technologies, Inc. Polyolefin compositions having enhanced ultraviolet and oxidative resistance and methods for their production and use
AU2002221605A1 (en) * 2000-09-19 2002-04-02 Basf Aktiengesellschaft Dicationic ruthenium complexes and use of the same for olefin metathesis reactions
DE10137051A1 (en) * 2001-07-31 2003-02-20 Bayer Ag New transition metal complexes with 2-alkoxybenzylidene ligands and hydrogenated imidazole ligands, useful as catalysts in metathesis reactions
EP1446284B1 (en) * 2001-08-30 2008-10-01 Materia, Inc. Infusion of cyclic olefin resins into porous materials
EP1455937B1 (en) * 2001-11-15 2018-04-11 Materia, Inc. Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
EP1329455A1 (en) * 2002-01-22 2003-07-23 Universiteit Gent Metal carbene complexes, methods and intermediates for making them and their use in metathesis reactions
DE60327378D1 (en) 2002-01-22 2009-06-04 Telene S A S Metal complexes for metathesis, atom transfer radical reactions. Addition polymerization and vinylation reactions, processes and intermediates for their preparation.
US7005525B2 (en) * 2002-12-17 2006-02-28 Brookhaven Science Associates, Llc Recyclable catalysts methods of making and using the same
US6737531B1 (en) 2002-12-17 2004-05-18 Brookhaven Science Associates, Llc Catalysts for hydrogenation and hydrosilylation, methods of making and using the same
BRPI0406756A (en) * 2003-01-13 2005-12-20 Cargill Inc Method for the manufacture of industrial chemical agents
EP1855861A4 (en) * 2003-07-18 2010-12-01 Univ Northwestern Surface and site-specific polymerization by direct-write lithography
CA2535584A1 (en) 2003-08-13 2005-02-24 University Of South Florida Platinum complexes for the treatment of tumors
US20070185343A1 (en) * 2004-02-26 2007-08-09 Universiteit Gent Metal complexes for use in olefin metathesis and atom group transfer reactions
CN1926081B (en) 2004-02-26 2011-06-15 特林公司 Metal complexes for use in olefin methathesis and atom or group transfer reactions
GB0517137D0 (en) * 2005-08-22 2005-09-28 Viacatt N V Multicoordinated metal complexes for use in metalthesis reactions
WO2007081987A2 (en) * 2006-01-10 2007-07-19 Elevance Renewable Sciences, Inc. Method of making hydrogenated metathesis products
EP2046719B1 (en) 2006-07-12 2013-09-04 Elevance Renewable Sciences, Inc. Ring opening cross-metathesis reaction of cyclic olefins with seed oils and the like
US8067610B2 (en) 2006-07-13 2011-11-29 Yann Schrodi Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis
WO2008027267A2 (en) * 2006-08-25 2008-03-06 Dow Global Technologies Inc. Production of random blockcopolymers via high melting polymer segment metathesis
CA2661749C (en) 2006-08-25 2014-09-16 Dow Global Technologies Inc. Production of telechelic compounds by metathesis depolymerization
EP2057205B1 (en) 2006-08-25 2017-02-08 Dow Global Technologies LLC Production of meta-block copolymers by polymer segment interchange
US8048961B2 (en) * 2006-08-25 2011-11-01 Dow Global Technologies Llc Production of metathesis products by amorphous polymer segment interchange
EP3281931A1 (en) 2006-10-13 2018-02-14 Elevance Renewable Sciences, Inc. Methods of making organic compounds by metathesis
WO2008048520A2 (en) 2006-10-13 2008-04-24 Elevance Renewable Sciences, Inc. Methods of making organic compounds by metathesis and hydrocyanation
US8501973B2 (en) * 2006-10-13 2013-08-06 Elevance Renewable Sciences, Inc. Synthesis of terminal alkenes from internal alkenes via olefin metathesis
US20080306230A1 (en) * 2007-06-07 2008-12-11 General Electric Company Composition and Associated Method
EP2170914A1 (en) * 2007-06-20 2010-04-07 Agency for Science, Technology and Research N-heterocyclic carbene metallacycle catalysts and methods
US8241575B2 (en) * 2008-01-28 2012-08-14 The Johns Hopkins University Molecularly imprinted polymer sensor device
JP5563748B2 (en) * 2008-04-24 2014-07-30 Rimtec株式会社 Reaction stock solution for reaction injection molding, reaction injection molding method and reaction injection molded body
EP2280017B1 (en) * 2009-07-21 2013-01-02 Rimtec Corporation Catalytic complex for olefin metathesis reactions, process for the preparation thereof and use thereof
AU2011293852B2 (en) 2010-08-23 2016-05-26 Materia, Inc. VARTM flow modifications for low viscosity resin systems
JP6141268B2 (en) 2011-06-17 2017-06-07 マテリア, インコーポレイテッド Adhesion promoter and gel modifier for olefin metathesis compositions
MX352266B (en) * 2011-09-14 2017-11-16 Materia Inc Improved electrolytic cell covers comprising a resin composition polymerized with a group 8 olefin metathesis catalyst.
WO2013082264A1 (en) 2011-12-02 2013-06-06 Amyris, Inc. Synthesis of olefins
WO2014022482A1 (en) 2012-08-01 2014-02-06 California Institute Of Technology Solvent-free enyne metathesis polymerization
US9234985B2 (en) 2012-08-01 2016-01-12 California Institute Of Technology Birefringent polymer brush structures formed by surface initiated ring-opening metathesis polymerization
WO2014055720A1 (en) 2012-10-05 2014-04-10 California Institute Of Technology Photoinitiated olefin metathesis polymerization
US9527982B2 (en) 2012-12-19 2016-12-27 Materia, Inc. Storage stable adhesion promoter compositions for cyclic olefin resin compositions
US9598531B2 (en) 2013-02-27 2017-03-21 Materia, Inc. Olefin metathesis catalyst compositions comprising at least two metal carbene olefin metathesis catalysts
WO2014134333A1 (en) 2013-02-27 2014-09-04 Materia, Inc. Metal carbene olefin metathesis two catalyst composition
WO2014144634A1 (en) 2013-03-15 2014-09-18 Materia, Inc. In-mold coating of romp polymers
BR112015025850B1 (en) 2013-04-09 2021-11-03 Materia, Inc METHOD TO PRODUCE AT LEAST ONE CROSS METATHESIS PRODUCT
WO2014198022A1 (en) * 2013-06-09 2014-12-18 Lanxess Deutschland Gmbh Ruthenium- or osmium-based complex catalysts
MX2015017461A (en) 2013-06-24 2016-08-12 Materia Inc Thermal insulation.
EP3016991B1 (en) 2013-07-03 2024-06-12 Materia, Inc. Liquid molding compositions
EP3041812B1 (en) 2013-09-04 2022-08-10 California Institute of Technology Functionalized linear and cyclic polyolefins
WO2015065649A1 (en) 2013-10-30 2015-05-07 California Institute Of Technology Direct photopatterning of robust and diverse materials
CA2940338C (en) 2014-02-27 2023-02-21 Materia, Inc. Adhesion promoter compositions for cyclic olefin resin compositions
US10160828B2 (en) 2014-07-03 2018-12-25 Guang Ming Innovation Company (Wuhan) Group 8 transition metal catalysts and method for making same and process for use of same in metathesis reaction
EP3256505B1 (en) 2015-02-12 2023-11-29 Materia, Inc. Cyclic olefin resin compositions comprising functional elastomers
CN107250202B (en) 2015-02-14 2021-10-01 马特里亚公司 ROMP polymers with improved resistance to hydrocarbon fluids
EP3515885B1 (en) 2016-09-23 2023-12-13 Umicore Ag & Co. Kg Preparation of amino acids and amino acid derivatives
US11713361B2 (en) 2018-04-20 2023-08-01 Arlanxeo Deutschland Gmbh Hydrogenation catalyst compositions and their use for hydrogenation of nitrile rubber

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5710298A (en) * 1992-04-03 1998-01-20 California Institute Of Technology Method of preparing ruthenium and osmium carbene complexes
US5312940A (en) * 1992-04-03 1994-05-17 California Institute Of Technology Ruthenium and osmium metal carbene complexes for olefin metathesis polymerization
US5840820A (en) * 1995-04-13 1998-11-24 The University Of North Carolina At Chapel Hill Olefin metathesis reactions in carbon dioxide medium
US5831108A (en) * 1995-08-03 1998-11-03 California Institute Of Technology High metathesis activity ruthenium and osmium metal carbene complexes

Also Published As

Publication number Publication date
ATE268334T1 (en) 2004-06-15
EP1042333A1 (en) 2000-10-11
ES2222616T3 (en) 2005-02-01
JP4409087B2 (en) 2010-02-03
EP1042333B1 (en) 2004-06-02
WO1999026949A1 (en) 1999-06-03
JP2002503640A (en) 2002-02-05
DE69824314D1 (en) 2004-07-08
EP1042333A4 (en) 2002-05-02
US5977393A (en) 1999-11-02
DE69824314T2 (en) 2005-06-09

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MK6 Application lapsed section 142(2)(f)/reg. 8.3(3) - pct applic. not entering national phase